Enantioselective conjugate addition of diethylzinc to chalcones catalysed by chiral Ni(II) aminoalcohol complexes
✍ Scribed by André H.M. de Vries; Johan F.G.A. Jansen; Ben L. Feringa
- Publisher
- Elsevier Science
- Year
- 1994
- Tongue
- French
- Weight
- 994 KB
- Volume
- 50
- Category
- Article
- ISSN
- 0040-4020
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✦ Synopsis
Abstracti Conjugate addition of diethylzinc to chalcones is catalysed by complexes prepared in situ from Ni(acac), and cb-era-N,N-dialkyl-3-aminoisoborneols or (+)-ci.r-endo-N,N-dimethyl-3aminoborneol ((+)-DAB) (13b). The products are obtained with enantioselectivities up to 84 %. When scalemic (-)-ci.r-era-N,,Ndimethyl-3aminoisoborneol ((-)-DAIB) (3~) was employed in the reaction a positive nonlinear relationship was found. Several factors which govern catalyst activity and enantioselectivity have been investigated.
📜 SIMILAR VOLUMES
Co(acac) 2 in the presence of chiral ligands has been employed as catalyst for the enantioselective conjugate addition of diethylzinc to chalcone. With chiral amino alcohols derived from (+)-camphor, enantioselectivities up to 83% were achieved.
Two new polymers containing chiral oxazaborolidines as pendant groups have been prepared by chemical modification of crosslinked 2-vinylthiophene copolymers. The polymers are used as chiral auxiliaries in the catalysis of asymmetric addition of diethylzinc to aldehydes. We found that when these new